Finally my dad is turning 65 this August. I know Medicare starts the first day of the month you turn 65, so August 1st. I also believe you can apply 3 months prior, so May 1st. I hope this is correct? Is there anything I should look out for when applying? Anything to make it easier? I am POA and will doing most of the work as my dad is unpredictable with his good and bad days. We already found a medicare supplement plan with Mutual of Omaha. Still looking for a medicare part D, but I will probably go with Wellmark Blue Cross as my mom uses it and we like it.